Location: Sarasota
Do Not Show Listings
4510 BRAZILNUT AVE, SARASOTA, FL 34234
$779,999357 Days on yellowkey MLS ID: A4661255
REDUCED by $20,000 (2.5%) on 06/24/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2778 Built: 2006 Tax: $3,727 (2024)Community: N/ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,727
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Rarely Available! This spacious and beautifully maintained property offers a unique blend of comfort, versatility, and opportunity, all situated on a fully fenced 1.46-acre lot with no deed restrictions — bring your boat, RV, and all your toys! The main residence, built just six years ago, features over 2,750 square feet of living space with 4 bedrooms, 3 bathrooms, a formal dining room, both living and family rooms, tray ceilings, and an inviting open floor plan. The home also includes a large kitchen with pantry, a high columned entry foyer, porcelain tile floors throughout, and a cozy fireplace in the family room. The spacious primary suite boasts two walk-in closets and a generous bathroom. Enjoy outdoor living with a covered lanai and plenty of room to create your dream garden, build a pool, or add other amenities. In addition to the main home, there is a 1-bedroom, 1-bath guest house with soaring 9+ foot ceilings, ideal for extended family, guests, or potential rental income. The L-shaped lot features mature trees, 97 feet of access on the side street for easy entry, and ample parking space. Located just minutes from University Parkway, Rolling Green Golf Course, and SRQ Airport, this is the perfect blend of privacy and convenience. Central water and sewer in place. A rare find with plenty of room to roam!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
263 CRYSTAL WATERS DR, SARASOTA, FL 34240
$3,178,65554 Days on yellowkey MLS ID: A4696083
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3632 Built: 2026Monthly Fee: $710Community: Wild BlueSpa: YesSingle Family
Taxes:$0
Elementary School: Tatum Ridge Elementary
High School: Booker High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Model Leaseback Opportunity. Experience an elevated lifestyle in this professionally designed fully-furnished Lago model by Arthur Rutenberg Homes. Showcasing sophisticated interiors, curated finishes, and impeccable attention to detail, this stunning Lago floor plan combines timeless style with modern comfort. Offering 3,632 square feet of thoughtfully designed living space, the residence features three en-suite bedrooms, three-and-a-half baths, a private den, bonus room, and expansive great room, creating a seamless blend of luxury and livability. Hurricane-impact windows and doors provide peace of mind while enhancing the home's refined architectural character.Every space has been expertly crafted and beautifully furnished to create an elevated living experience. The owner's retreat serves as a private sanctuary, complete with a spa-inspired bath, freestanding soaking tub, and direct access to the lanai. Each guest suite enjoys the privacy of its own bath, while the open-concept kitchen features a generous walk-in prep pantry and effortless connection to the dining and living areas. Designed for both intimate gatherings and grand entertaining, the home also offers a wet bar, outdoor kitchen, fireplace, and a resort-style pool and spa. A spacious three-car garage and the renowned quality and craftsmanship of Arthur Rutenberg Homes complete this extraordinary residence. Located within Wild Blue, Lakewood Ranch's newest luxury community, residents enjoy a maintenance-free lifestyle complemented by an impressive collection of amenities. The Midway Sports Complex offers opportunities for active recreation, while the private residents-only clubhouse features dining, a state-of-the-art fitness center, golf simulator, social gathering spaces, and a vibrant calendar of activities designed to elevate this exclusive lifestyle. List price reflects a 24-month leaseback totaling $352,800 and includes a $258,000 pool package incentive.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Katina Shanahan (941-702-0437)
3711 EAGLE HAMMOCK DR, SARASOTA, FL 34240
$899,999303 Days on yellowkey MLS ID: A4664546
REDUCED by $29,901 (3.2%) on 06/24/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3506 Built: 2004Monthly Fee: $138 Tax: $6,413 (2024)Community: HammocksSpa: YesSingle Family
Taxes:$6,413
High School: Sarasota High
Remarks: This is the one * QUALITY BUILT BY PRUETT HOMES AND LOCATED BEHIND THE GATES OF THE RARELY AVAILABLE HAMMOCKS NEIGHBORHOOD, WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * Lovingly cared for, and the PRIDE OF OWNERSHIP SHOWS * This FAMILY ESTATE HOME is LOCATED ON A PREMIUM CUL DE SAC * 1/3 ACRE LOT IS A MUST-SEE PRIVATE SETTING * NO THROUGH TRAFFIC * This BEAUTIFUL home backs to VIEWS of Laurel Oak Golf Course and a lovely Lake * NO NEIGHBORS BEHIND YOU * This IMMACULATE 2 Story Home is a MUST-SEE * This Split Plan Design boasts a total of 5 Bedrooms PLUS Office/Den & 3 Baths * 2nd Floor features 2 Guest Bedrooms, 1 Bath & a 27x19 Bonus Room for entertaining and is perfect for kids or guests. DOWNSTAIRS: Primary Suite, 2 Guest Bedrooms, Den, Formal Living Room & Formal Dining Room with Gas Fireplace * Private Master Suite is LARGE with a HUGE Oasis Bath, Dual Sinks, Soaking Tub & a Separate Walk-in Shower * Gorgeous Chef's Kitchen opens to the Family Room with VIEWS to the Private, Heated Pool & Spa * This DREAM KITCHEN showcases a Pantry, Breakfast Bar, Nook/Dinette with Aquarium Glass, Wood Cabinets, Granite Counters, Gas Cook-top & Double Oven * Excellent home to entertain in or just relax in your slice of paradise * 3 car Garage allows for plenty of room for all the toys * Paver Brick Driveway * The Hammocks is a 24 hour gated community with low annual HOA fees * It has that country feel yet you are minutes to Siesta Key Beach, excellent schools, shopping & dining * Rothenbach Park & Publix Plaza are nearby * All the luxury features you desire are here! * One look & you'll fall in Love *
Listing Agent: Ryan Brown (941-330-7774)
2437 FLOYD ST, SARASOTA, FL 34239
$749,00042 Days on yellowkey MLS ID: A4696668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1925 Tax: $8,828 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$8,828
Elementary School: Alta Vista Elementary
Middle School: Brookside Middle
Remarks: Step into a piece of Sarasota history with this charming 1925 Spanish Revival home in the highly sought-after Arlington Park neighborhood. Offering 2 bedrooms, 2 bathrooms, and just over 1,100 square feet of living space, this home perfectly blends timeless character with thoughtful modern updates. From the moment you arrive, the home’s exceptional curb appeal stands out, highlighted by custom landscaping and a distinctive brick circular driveway. Inside, you’ll find an inviting living space centered around an original brick wood-burning fireplace, complemented by updated lighting, hurricane-impact windows and doors, and a beautifully renovated kitchen featuring white cabinetry, butcher block countertops, farmhouse sink, and stainless-steel appliances. The split-bedroom layout provides privacy, with the guest bedroom and bath positioned toward the front of the home, while the primary suite is tucked away in the rear and features French doors opening to your own private backyard retreat. The true showstopper is the custom-designed saltwater pool and spa, creating a resort-style outdoor oasis rarely found in homes of this size and price range. The covered lanai, fenced yard, and tropical setting make it the perfect space for entertaining, relaxing, or enjoying Sarasota’s year-round sunshine. Significant improvements include a newer roof (2019), HVAC system (2017), hurricane windows and doors (2017), hot water heater (2022), and sewer line replacement (2022). Located just minutes from Arlington Park, Sarasota Memorial Hospital, Southside Village, Downtown Sarasota, Siesta Key Beach, Lido Key, and St. Armands Circle, this property places you at the center of everything that makes Sarasota one of Florida’s most desirable coastal destinations. The surrounding neighborhood continues to experience significant growth, with extensive renovations and luxury new construction homes enhancing the area’s long-term appeal and value. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity in one of Sarasota’s most desirable neighborhoods, this distinctive Spanish-style home offers charm, location, and lifestyle in one exceptional package
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
4762 ANTRIM DR, SARASOTA, FL 34240
$749,000124 Days on yellowkey MLS ID: A4687558
2 Days Off yellowkey (back on 6/24/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3077 Built: 2022Monthly Fee: $211 Tax: $8,304 (2025)Community: Worthington Ph 2Spa: NoSingle Family
Taxes:$8,304
Remarks: Under contract-accepting backup offers. Tucked inside the gated community of Worthington in East Sarasota, this lakefront pool home offers a side of Sarasota that many buyers do not even realize exists. Quiet streets, natural surroundings, and newer construction come together to create a setting that feels removed, yet remains just minutes from everything that makes Sarasota so desirable. Built in 2022 and offering over 3,000 square feet of thoughtfully designed living space, this residence delivers the perfect balance of function, flexibility, and lifestyle. From the moment you walk in, you are greeted by clean lines, tile flooring throughout the main level, and a layout that flows effortlessly from one space to the next. The kitchen is designed for both everyday living and entertaining, featuring white cabinetry, quartz countertops, a large center island, natural gas cooking, and stainless steel GE appliances. It opens seamlessly into the main living area, creating a bright and connected space that feels both comfortable and inviting. The primary suite is privately positioned and takes full advantage of the home’s lakefront setting, offering peaceful water views, a tray ceiling, upgraded lighting, and a spacious bathroom complete with dual vanities, a fully tiled walk in shower, and a custom built in closet system. Flexibility is a key feature of this home, with a downstairs den that works perfectly as a home office and an upstairs bonus space that can be tailored to fit your lifestyle, whether that is a media room, gym, or additional living area. Step outside and the home truly comes to life. The saltwater pool, complete with an electric heater, overlooks a wide lake view framed by natural landscaping for added privacy. With its west facing exposure, this is the kind of backyard where sunsets become part of your daily routine. Worthington is a newer gated community known for its quiet atmosphere and low density design, offering a more private alternative to larger master planned neighborhoods. With no CDD fees and a location just east of I 75, residents enjoy quick access to Waterside at Lakewood Ranch, UTC shopping and dining, and some of Sarasota’s favorite local spots. Stottlemyer’s Smokehouse, the Celery Fields, and Big Top Brewing are all just a short drive away, making it easy to enjoy live music, outdoor activities, and local craft culture without going far from home. This is a rare opportunity to own a move in ready lakefront pool home in one of Sarasota’s most underrated communities, where space, privacy, and convenience all come together.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
7351 IGUANA DR, SARASOTA, FL 34241
$3,500,00057 Days on yellowkey MLS ID: A4695701
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5022 Built: 1978Monthly Fee: $106 Tax: $7,572 (2025)Community: Gator Creek EstatesSpa: YesSingle Family
Taxes:$7,572
Elementary School: Lakeview Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Virtually Staged. Set on 6.63 private acres at the end of a quiet cul-de-sac, this gated estate offers a rare combination of acreage, privacy, and convenience that is becoming increasingly difficult to find in Sarasota County. Thoughtfully reimagined and extensively updated, the property blends the character of an established country estate with the style, functionality, and level of finish today's luxury buyers seek. Inside, vaulted ceilings and an open-concept design create a balance of architectural presence and everyday livability. The living room is anchored by a dramatic wood-burning fireplace enhanced by custom floor-to-ceiling millwork, creating a striking focal point within the home. Just beyond, the kitchen has been reimagined as both a gathering space and a showpiece, featuring natural stone countertops, a large center island, gas cooktop, custom shelving, dedicated coffee station, separate bar area with wine refrigerator, and an expansive butler's pantry with additional prep space, refrigeration, and storage. The adjoining dining area comfortably accommodates large-scale entertaining while remaining connected to the home's primary living spaces. The thoughtfully designed floor plan offers five bedrooms and five-and-a-half bathrooms within the main residence, including a first-floor primary suite and a second upstairs primary suite with a private balcony overlooking the pool and surrounding acreage. Two additional first-floor bedrooms are connected by a beautifully renovated Jack-and-Jill bath, while an additional upstairs en-suite bedroom provides comfortable accommodations for family and guests. Throughout the home, carefully selected materials and distinctive finishes create a cohesive sense of style, including imported European porcelain tile, quartzite and marble surfaces, a statement powder bath with a sculptural marble sink, and a beautifully finished pool bath with extensive marble detailing and a walk-in shower. Outdoor living was designed to embrace the property's peaceful setting. The pool and spa overlook a small pond and are surrounded by expansive outdoor living areas, while the covered outdoor kitchen with grill adds convenience for outdoor dining and entertaining. A detached studio guest house with a full kitchen and bathroom offers exceptional flexibility for guests, extended family, a private office, fitness studio, or creative space. Additional features include a whole-house generator, whole-house reverse osmosis system, separate irrigation well, gated entry, and a three-car garage. Located within Gator Creek Estates, one of Sarasota's premier acreage communities, residents enjoy expansive homesites, natural surroundings, and a sense of privacy rarely found this close to everyday conveniences. Lakewood Ranch, Waterside Place, UTC, downtown Sarasota, and Sarasota's renowned Gulf Coast beaches are all within easy reach, creating an ideal balance between peaceful estate living and access to the area's most desirable destinations.
Listing Agent: Davida Mcdonald (941-312-1074)
618 AVENIDA DE MAYO, SARASOTA, FL 34242
$1,200,00089 Days on yellowkey MLS ID: A4692001
Bed: 5 Bath: 4.0 Liv Area Sq Ft: 2961 Built: 1948 Tax: $8,283 (2025)Community: Sarasota BeachSingle Family
Taxes:$8,283
Remarks: This Charming Old 1948 Bungalow located just 3 Blocks behind Siesta Key Village and 4 Blocks to Siesta Key Beach!! It is quite the Interesting Property! It was converted into a Triplex many moons ago. It can easily be converted back to a single family residence. Currently, there are 2 Beds and 2 Baths downstairs and 2 Beds 1 Bath upstairs. There are 3 Kitchens, 3 Liv Areas 2 down, 1 up and there is a Bonus Rm down as well as a Screened in Patio on the front West side of the Home, an Open Patio on the East Side and a Closed in Upstairs. And, there's more... At the Rear of the Property is a Cottage, perfect for a Mother In Law Suite or Rental. It is a 1/1 with a full Kitchen and Liv Area. The grounds are Etherical, as there are private little Sitting Areas for each sector and in the center of the Backyard there is a Wash House for Laundry as well as an attached Storage Shed for Gardening. There are additional Outside Storage Units for each of the apartments, again, really a cool old school house with so much to offer. Make it back into a single family or keep it the way it is and rent the house and utilize the cottage for a personal vacay spot! Questions, call me!!
Listing is courtesy of: BLAKELEY & ASSOCIATES REALTY (941-567-3100)
Listing Agent: Lisa Blakeley (941-809-1647)
2441 WEBBER ST, SARASOTA, FL 34239
$1,599,00077 Days on yellowkey MLS ID: S5149848
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025 Tax: $3,584 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$3,584
Elementary School: Southside Elementary
Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
617 SIESTA DR, SARASOTA, FL 34242
$949,90036 Days on yellowkey MLS ID: A4697947
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2709 Built: 1939 Tax: $32,740 (2024)Community: Bay IslandSingle Family
Taxes:$32,740
Elementary School: Phillippi Shores Elementary
Remarks: BANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key... This 4 Bedroom 4 Bath is located within the City limits Sarasota with allow short term rentals. Upgrades include a Metal roof with solar panels, Crown Molding and Brick paver Driveway. This property sustained damage from the 2024 hurricanes. Great Location to just drive to World famous Siesta Key Beach and Downtown Sarasota. A Great Place to spend the season or a lifetime. Property is being sold as-is . Build your own Equity. WELCOME HOME!!!
Listing Agent: Gary Hoskins (941-809-7709)
4315 REFLECTIONS PKWY, SARASOTA, FL 34233
$510,00036 Days on yellowkey MLS ID: O6418235
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2123 Built: 2001Monthly Fee: $312 Tax: $3,361 (2025)Community: Villa RosaSingle Family
Taxes:$3,361
Elementary School: Ashton Elementary
Remarks: Tucked within a secure gated enclave in Sarasota’s highly desirable 34233 area, this beautifully reimagined Spanish Mediterranean residence blends timeless architecture with a refined, modern interior designed for effortless coastal living. A classic tile roof and elegant exterior detailing set the tone for what awaits inside—soaring ceilings and thoughtfully designed tray accents create a sense of volume and light throughout the home. The open-concept layout has been fully transformed to meet today’s lifestyle expectations, offering seamless flow between the main living spaces while still preserving a sense of warmth and sophistication. At the heart of the home, the chef-inspired kitchen showcases rich wood cabinetry, brushed brass fixtures, and a clean, elevated design that pairs beauty with functionality. A dedicated dining area provides the perfect setting for both intimate dinners and effortless entertaining. The spacious primary suite serves as a private retreat, complete with a well-appointed en-suite bath featuring dual vanities and a generous walk-in closet. Secondary bedrooms are notably oversized, offering flexibility for guests, family, or dedicated work-from-home spaces. Designed for low-maintenance living, the HOA maintains the general area landscaping, allowing more time to enjoy the lifestyle this location is known for. An attached two-car garage adds everyday convenience and storage. There is also a screened-in back porch where you can spend your quiet time, as the home backs onto preserved land, so you can enjoy your privacy with no neighbors at the back to worry about. Perfectly positioned less than 8 miles from the world-renowned Siesta Key Beach, consistently ranked among the best beaches in the United States, this home offers the rare combination of architectural charm, modern updates, and unbeatable proximity to Sarasota’s most coveted coastal experiences. A true lock-and-leave opportunity where elegance, comfort, and location come together in one exceptional offering.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Chris Romany (407-796-8458)
546 FREELING DR, SARASOTA, FL 34242
$12,500,00036 Days on yellowkey MLS ID: A4694822
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 4353 Built: 2027 Tax: $17,536 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$17,536
Remarks: Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3750 BAYOU LOUISE LN, SARASOTA, FL 34242
$12,900,000134 Days on yellowkey MLS ID: A4686535
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5273 Built: 1997 Tax: $61,016 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$61,016
Remarks: Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Nora Johnson (941-809-1700)
4511 BAY SHORE RD, SARASOTA, FL 34234
$7,995,000194 Days on yellowkey MLS ID: A4678538
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 5812 Built: 1928 Tax: $46,124 (2025)Community: Indian BeachSingle Family
Taxes:$46,124
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Nestled on 1.1 acres of pristine bayfront along Sarasota Bay, Etowah stands as a timeless icon of Sarasota’s rich architectural heritage, offering sweeping, wide-open bay views to the north and south, from the manicured lawn at the water’s edge all the way to the distant skyline of downtown Sarasota, with glowing sunset views that unfold nightly across the horizon. Originally built in 1925, this distinguished two-story Mediterranean Revival estate spans over 6,500 square feet and commands captivating views across the bay, all while being just 10 minutes from downtown Sarasota. Following an extensive year-long restoration, Etowah has been meticulously renewed from the inside out. Every major system of the home has been comprehensively replaced or upgraded, including all new electrical, plumbing, heating and air-conditioning systems, roofing, insulation, and drywall, ensuring modern performance while preserving historic integrity. A significant west-side addition by renowned local architect Frank Folsom Smith in 1992 introduced a gracious primary suite, a sophisticated bar area, and a grand great room—enhancements that seamlessly complement the home’s historic character. Upon entry, a vaulted ceiling sets a dramatic and welcoming tone, guiding you into the formal living room anchored by the home’s original fireplace. The adjacent dining room, surrounded by windows crafted with original glass sourced from the nearby Ringling era, creates an extraordinary setting for entertaining and comfortably accommodates gatherings of 12 or more. Designed for both elegance and performance, the chef’s kitchen is outfitted with top-of-the-line Thermador appliances, a Sub-Zero refrigerator, and every modern convenience, while the sun-filled eat-in area offers the perfect spot for morning coffee overlooking the grounds. The west wing of the home unfolds around a serene courtyard, with the great room and owner’s suite positioned on either side—creating a seamless indoor-outdoor living experience. The owner’s suite features sweeping bay views, dual walk-in closets, and a spacious spa-like bath. Upstairs, a second primary bedroom offers its own wood-burning fireplace, picturesque bay vistas, and generous closet space. 3 additional bedrooms on this level are well-proportioned and thoughtfully laid out, complemented by a sunken office or den tucked quietly at the end of the hall. The grounds are equally exceptional, highlighted by a heated, resort-style 15’ x 50’ swimming pool—perfect for both relaxation and entertaining. Completing the waterfront setting is a 4’ x 50’ dock, providing direct access to Sarasota Bay for boating, paddleboarding, and waterfront enjoyment. Completing the property is the original detached garage with an adjoining workshop, gardening space, laundry facilities, and private guest quarters—ideal for visitors or staff. A rare offering of architectural significance and modern luxury, Etowah is a one-of-a-kind estate that seamlessly bridges historic Florida elegance with contemporary living, all set against the unparalleled beauty of Sarasota Bay.
1435 WESTWAY DR, SARASOTA, FL 34236
$11,900,00037 Days on yellowkey MLS ID: A4697230
Bed: 5 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 5759 Built: 2013Monthly Fee: $21 Tax: $134,995 (2025)Community: Lido C/Lido ShoresSingle Family
Taxes:$134,995
Remarks: At the end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota’s most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built in 2013, the British West Indies–inspired residence blends timeless coastal architecture with modern luxury. Inside, expansive living spaces are framed by tall ceilings, walls of glass, rich wood flooring, custom millwork, and a natural connection to the water beyond. The great room opens to the waterfront terraces, creating an effortless flow between interior comfort and outdoor living. The kitchen is designed for both daily living and large-scale entertaining, with premium appliances including Sub-Zero and Wolf, generous stone surfaces, custom cabinetry, and an open connection to the main living and dining areas. Whether hosting guests after a day on the boat or enjoying a quiet evening overlooking the water, the home feels equally suited to celebration and retreat. With five bedrooms, two primary suites, and elevator service, the floor plan offers rare flexibility for owners, family, and extended guests. The upper-level owner’s retreat is a private sanctuary, complete with a sitting area, wet bar, wine refrigeration, espresso station, study, dual walk-in closets, and a terrace overlooking New Pass, the Gulf, and the lights of Longboat Key beyond. The outdoor living experience is exceptional. Covered terraces, a summer kitchen, resort-style pool, waterfall feature, and waterfront lounge spaces create a private setting designed around the view. The dock includes a 24,000-lb boat lift and additional jet ski lift, placing premier boating waters directly at your door. From here, New Pass provides immediate access to the Gulf, Sarasota Bay, Longboat Key, and the surrounding barrier islands. What truly sets the property apart is its scale. The estate spans approximately three-quarters of an acre, including an adjacent parcel that has been transformed into a lush private garden with mature landscaping, open lawn, fire pit, pond, cascading waterfall, and meandering paths. It gives the home a sense of arrival and breathing room that is almost impossible to recreate in this location. With its own gated access and generous dimensions, this portion of the property also offers future flexibility for a guest house, wellness pavilion, additional structure, or further reimagining, subject to applicable approvals. Lido Shores remains one of Sarasota’s most coveted coastal enclaves, known for its architectural pedigree, quiet streets, private beach access, and rare positioning between the Gulf, New Pass, St. Armands Circle, downtown Sarasota, and Longboat Key. Residents enjoy the privacy of a true neighborhood while remaining moments from dining, shopping, boating, beaches, and culture. Previously recognized as an HGTV Ultimate House Hunt winner for waterside living, 1435 Westway Drive is more than a waterfront residence—it is a private Sarasota estate with presence, scale, and a setting that cannot be duplicated.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
2098 PALM VIEW RD, SARASOTA, FL 34240
$944,000174 Days on yellowkey MLS ID: A4680898
2 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3732 Built: 2004Monthly Fee: $47 Tax: $5,785 (2025)Community: Oak Ford Golf ClubSpa: YesSingle Family
Taxes:$5,785
Remarks: Under contract-accepting backup offers. If you're looking for room to breathe, privacy, and water views, look no further than 2098 Palm View Road. Set on nearly an acre in the private, deed-restricted community of Oak Ford, this updated residence offers a rare blend of openness and comfort. Overlooking 2 tranquil ponds, the property enjoys a peaceful, natural setting and offers more than 3,700 sf of living space. Recent improvements include a new roof in 2023, PGT impact windows and doors, and newer appliances, further enhancing the home’s appeal and move-in readiness. The 4 bedroom, 3 bathroom layout is designed for both comfortable everyday living and effortless entertaining. Vaulted ceilings and an open floorplan enhance the sense of scale, while PGT impact windows and doors provide added protection and efficiency. An oversized foyer creates a welcoming first impression and leads into the main living areas, where unique polished concrete flooring, a central gathering space, and a well-appointed kitchen with a gas range and island come together beautifully. The kitchen features custom solid-wood cabinetry, stone countertops, stainless steel appliances, an island with storage and seating, and generous prep space. The first-floor primary suite creates a private retreat with direct access to the screened outdoor patio and living area. Two additional bedrooms are located on the main level, while the second floor offers an expansive fourth bedroom or flexible bonus space ideal for a home office, gym, media room, or studio. Outdoor living is a standout feature of this expansive property. The screen-enclosed, heated pool and spa overlook a south-facing backyard with ample space for gardening or playing sports, with pond and lush preserve views.. A waterside fire-pit seating area and a shaded swing add additional inviting destinations and the perfect spots to end the day. This nearly one-acre homesite also includes an oversized 3-car garage and an extended driveway, allowing ample room for parking and storage. Oak Ford is known for its oversized parcels, custom-built homes, and peaceful setting. Just a short drive west, Waterside Place and Fruitville Commons offer upscale eating and activities. Just a little further, Downtown Sarasota offers acclaimed dining, arts, and waterfront experiences, while St. Armands Circle and the Gulf beaches — including Siesta Key, Lido Key, and Longboat Key — provide some of the area’s most celebrated coastal attractions. In this gorgeous home, you have access to everything Sarasota has to offer, and a sanctuary to retreat to.
Listing Agent: Kelly Rosenberg (941-961-4948)
2232 GROVE ST, SARASOTA, FL 34239
$2,350,000267 Days on yellowkey MLS ID: A4670786
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3800 Built: 2025 Tax: $9,281 (2024)Community: Blossom BrookSpa: YesSingle Family
Taxes:$9,281
Remarks: Under Construction. Imagine waking up to the soft glow of Florida sunlight streaming through expansive windows, the aroma of morning coffee drifting from your open-concept kitchen, and laughter echoing from your backyard oasis. Welcome to your future home at 2232 Grove Street — a place where innovative design meets effortless family living. Nestled in the heart of Sarasota, this custom modern residence has been thoughtfully envisioned for both comfort and connection. The design balances clean architectural lines with natural warmth — soaring ceilings, elegant finishes, and light-filled living spaces that open seamlessly to outdoor areas. Here, every detail invites gathering and togetherness — from the spacious chef’s kitchen perfect for Sunday breakfasts, to the inviting great room where memories unfold. Step outside to a private backyard oasis, backing up to large single-family parcels that ensure peace and privacy. There’s room for play, and for the simple joys of Florida living. Whether it’s hosting friends under the stars or watching the kids chase fireflies at dusk, this home was made for moments that matter. Just minutes from downtown Sarasota, top-rated schools, and Siesta Key’s pristine beaches, 2232 Grove Street offers more than a home — it’s the foundation for your next chapter. Write your story here, where modern luxury and approachable comfort are seamles.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
9296 STARRY NIGHT AVE, SARASOTA, FL 34241
$2,090,000156 Days on yellowkey MLS ID: A4683429
REDUCED by $110,000 (5.0%) on 06/23/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4877 Built: 2022Monthly Fee: $251 Tax: $18,536 (2025)Community: Cassia At Skye RanchSpa: YesSingle Family
Taxes:$18,536
Elementary School: K-8 At Clark And Lorriane
Remarks: Experience elevated living in the highly sought-after Skye Ranch community of Sarasota. Perfectly positioned on Starry Night Avenue, this expanded Beacon Model offers an impressive 4,877 square feet under air across two thoughtfully designed levels, showcasing refined finishes, extensive upgrades, and exceptional attention to detail throughout. Meticulously maintained and beautifully appointed, this four-bedroom residence features four full baths and two half baths, including three private ensuite bedrooms and a fourth bedroom with Jack-and-Jill bath access. The main living areas are enhanced by soaring ceilings, elegant flooring, and expansive open spaces designed for both everyday comfort and effortless entertaining. At the heart of the home, the gourmet kitchen is a culinary showpiece, appointed with a Monogram six-burner gas range top with pot filler, double dishwashers, a separate beverage refrigerator with pass-through to the formal dining room, a generous quartz-topped island with touchless faucet, walk-in pantry, and a casual dining area overlooking the stunning outdoor living space. The main level also offers a private office and dedicated media room, providing flexibility for work, relaxation, or recreation. The spacious primary suite provides the perfect retreat to unwind, offering direct access to the lanai and pool area. Your private retreat area is complimented by two custom walk-in closets and a spa-inspired bath designed for relaxation. Upstairs, the second level is ideal for guests or multigenerational living, featuring a spacious bonus room with wet bar, beverage refrigerator, dishwasher, half bath, and a private ensuite bedroom. Outdoor living is truly resort-inspired. The expansive lanai with travertine flooring frames a graciously sized pool and spa with built-in waterfall, firepit, and sunshelf. A fully equipped summer kitchen and serene preserve views create a private, tranquil setting perfect for entertaining or relaxing year-round. Additional highlights include a spacious laundry room and a three-car garage offering ample storage. Ideally located near The HUB Amenity Center and the new Skye Ranch School, residents enjoy access to exceptional community amenities including a resort-style pool, fitness center, clubhouse, café, dog park, scenic trails, sports courts, playgrounds, and a vibrant calendar of events. Convenient to I-75, shopping, dining, and Sarasota’s renowned Gulf Coast beaches. A remarkable opportunity to embrace refined Florida living in one of Sarasota’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Judy Wright, Pa (941-232-8041)
3440 GULFMEAD DR, SARASOTA, FL 34242
$12,900,000188 Days on yellowkey MLS ID: A4679384
REDUCED by $1,050,000 (7.5%) on 06/23/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6596 Built: 2008 Tax: $58,421 (2025)Community: Gulfmead EstatesSpa: NoSingle Family
Taxes:$58,421
Remarks: Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted. Photos 1 and 2 reflect the new colors that the home is being painted.
Listing Agent: Jennifer Linehan (941-266-7555)
2121 33RD ST, SARASOTA, FL 34234
$189,90082 Days on yellowkey MLS ID: O6406141
REDUCED by $10,000 (5.0%) on 06/23/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1960 Tax: $1,308 (2025)Community: Newtown FarmsSingle Family
Taxes:$1,308
Remarks: Well maintained Sarasota 3BR/1BA block home featuring a brand new permitted well and pump, approximately 11-year-old roof, fresh interior and exterior paint, updated fixtures, reglazed tub and shower tile, attached laundry room, and large screened lanai. The home features a functional layout, spacious backyard, good windows, plumbing, electrical, and HVAC, along with very low annual property taxes that help keep ownership costs down. Property is on well and septic. Tenant currently in place through February 2027 paying approximately $1,700/month, providing flexibility for future plans or continued rental income. Please do not disturb tenant.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4211 64TH AVE E, SARASOTA, FL 34243
$465,00037 Days on yellowkey MLS ID: A4697827
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 2006Monthly Fee: $577 Tax: $5,325 (2025)Community: Cascades At Sarasota Ph IiiaSingle Family
Taxes:$5,325
Remarks: Two bedrooms, a den, and water views in one of Sarasota's most active 55+ communities — and no CDD fees. This home in Cascades at Sarasota has been well cared for and is completely carpet-free, with tile and luxury vinyl plank throughout. The layout works: an eat-in kitchen with updated finishes, a separate dining area, two comfortable bedrooms, and a den that works well as a home office or hobby room. The extended screened lanai has water views, sunsets, and enough room to actually entertain — not just two chairs and a side table. Cascades is a gated, maintenance-free community with lawn care included and no CDD fees. The 25,000-square-foot clubhouse was recently renovated and includes a heated indoor-outdoor pool, fitness center, banquet hall, six Har-Tru tennis courts with a full-time pro, pickleball, bocce, and an arts and crafts room with two pottery kilns. There's a full activity calendar if you want it, or you can keep to yourself — the community supports both. Location-wise, you're about 15 minutes from downtown Sarasota, the Ringling Museum, and Selby Gardens. Siesta Key, Lido Key, and Longboat Key are all within easy reach. UTC Mall and St. Armands Circle are close for shopping and dining, and Sarasota International Airport is convenient for traveling.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dawn Merrill (941-915-7126)
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